16662-46-7,MFCD00058000
Catalog No.:AA01DN5M

16662-46-7 | 5-((3,4-Dimethoxyphenethyl)(methyl)amino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)pentanenitrile hydrochloride

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1mg
95%
1 week  
$94.00   $66.00
- +
5mg
95%
1 week  
$134.00   $94.00
- +
10mg
95%
1 week  
$163.00   $114.00
- +
25mg
95%
1 week  
$221.00   $155.00
- +
50mg
95%
1 week  
$278.00   $195.00
- +
100mg
95%
1 week  
$397.00   $278.00
- +
500mg
95%
1 week  
$890.00   $623.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA01DN5M
Chemical Name:
5-((3,4-Dimethoxyphenethyl)(methyl)amino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)pentanenitrile hydrochloride
CAS Number:
16662-46-7
Molecular Formula:
C28H41ClN2O5
Molecular Weight:
521.0885
MDL Number:
MFCD00058000
SMILES:
COc1ccc(cc1OC)CCN(CCCC(c1cc(OC)c(c(c1)OC)OC)(C(C)C)C#N)C.Cl
NSC Number:
274966
Properties
Computed Properties
 
Complexity:
639  
Covalently-Bonded Unit Count:
2  
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
7  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
14  
Undefined Atom Stereocenter Count:
1  

Literature

Title: Reduction in extracellular Ca2+ attenuates endothelium-dependent relaxation more than nitroprusside-induced relaxation.

Journal: Acta pharmacologica Sinica 20100101

Title: Structural model for phenylalkylamine binding to L-type calcium channels.

Journal: The Journal of biological chemistry 20091009

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology 20091001

Title: Ca2+ pathway involved in the refilling of store sites in rat adrenal medullary cells.

Journal: American journal of physiology. Cell physiology 20090401

Title: Effects of phenylalkylamines and benzothiazepines on Ca(v)1.3-mediated Ca2+ currents in neonatal mouse inner hair cells.

Journal: European journal of pharmacology 20071114

Title: Endogenous alkaline transients boost postsynaptic NMDA receptor responses in hippocampal CA1 pyramidal neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20070711

Title: Influence of model melanoidins on calcium-dependent transport mechanisms in smooth muscle tissue.

Journal: Molecular nutrition & food research 20070401

Title: Persistent (>24h) long-term depression in the dentate gyrus of freely moving rats is not dependent on activation of NMDA receptors, L-type voltage-gated calcium channels or protein synthesis.

Journal: Neuropharmacology 20070101

Title: A selective beta2-adrenergic agonist, terbutaline, improves sepsis-induced diaphragmatic dysfunction in the rat.

Journal: Life sciences 20060724

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Nitric oxide involvement in pancreatic beta cell apoptosis by glibenclamide.

Journal: Nitric oxide : biology and chemistry 20060201

Title: Pharmacophoric features and Ca2+ ion holding capacity of verapamil.

Journal: Bioorganic & medicinal chemistry letters 20051215

Title: An ionic model for rhythmic activity in small clusters of embryonic chick ventricular cells.

Journal: American journal of physiology. Heart and circulatory physiology 20050701

Title: Block of TRPC5 channels by 2-aminoethoxydiphenyl borate: a differential, extracellular and voltage-dependent effect.

Journal: British journal of pharmacology 20050601

Title: Insulin stimulates Ca2+ uptake via PKC, cAMP, and p38 MAPK in mouse embryonic stem cells.

Journal: Life sciences 20050506

Title: Opposite effects of a single IIIS5 mutation on phenylalkylamine and dihydropyridine interaction with L-type Ca2+ channels.

Journal: The Journal of biological chemistry 20041231

Title: Mother rotors and the mechanisms of D600-induced type 2 ventricular fibrillation.

Journal: Circulation 20041012

Title: Mechanisms intrinsic to 5-HT2B receptor-induced potentiation of NMDA receptor responses in frog motoneurones.

Journal: British journal of pharmacology 20041001

Title: L-type Ca2+ channel antagonists block voltage-dependent Ca2+ channels in identified leech neurons.

Journal: Brain research 20040709

Title: Changes in calcium signalling, gravitropism, and statocyte ultrastructure in pea roots induced by calcium channel blockers.

Journal: Journal of gravitational physiology : a journal of the International Society for Gravitational Physiology 20040701

Title: Non-cross-bridge calcium-dependent stiffness in frog muscle fibers.

Journal: American journal of physiology. Cell physiology 20040601

Title: Multidimensional on-line sample preparation of verapamil and its metabolites by a molecularly imprinted polymer coupled to liquid chromatography-mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20040305

Title: NMDA receptor-mediated depolarizing after-potentials in the basal dendrites of CA1 pyramidal neurons.

Journal: Neuroscience research 20040301

Title: [L-type calcium channels involvement in aortic smooth muscle contraction as revealed by membrane potential and active force dynamics].

Journal: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi 20040101

Title: A tale of two fibrillations.

Journal: Circulation 20031111

Title: Role of sarcoplasmic reticulum Ca2+ content in Ca2+ entry of bovine airway smooth muscle cells.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20031001

Title: Characteristics of sperm motility induced on the egg-jelly in the internal fertilization of the newt, Cynops pyrrhogaster.

Journal: Zoological science 20030301

Title: Force response to stretches in activated frog muscle fibres at low tension.

Journal: Advances in experimental medicine and biology 20030101

Title: Two types of ventricular fibrillation in isolated rabbit hearts: importance of excitability and action potential duration restitution.

Journal: Circulation 20021001

Title: A randomized prospective double-blind placebo-controlled study of gallopamil, calcium antagonist of the verapamil type, in stable cyclosporine-treated renal transplant recipients.

Journal: Transplantation proceedings 20020801

Title: A large sustained Ca2+ elevation occurs in unstimulated spines during the LTP pairing protocol but does not change synaptic strength.

Journal: Hippocampus 20020101

Title: Intracellular and extracellular calcium utilization during hypoxic vasoconstriction of cyclostome aortas.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology 20011101

Title: Initial and sustained phases of myogenic response of rat mesenteric small arteries.

Journal: American journal of physiology. Heart and circulatory physiology 20011101

Title: On the role of Ca(2+)- and voltage-dependent inactivation in Ca(v)1.2 sensitivity for the phenylalkylamine (-)gallopamil.

Journal: Circulation research 20011012

Title: Calcium transients in subcompartments of the leech Retzius neuron as induced by single action potentials.

Journal: Journal of neurobiology 20010701

Title: Determination of fendiline and gallopamil by capillary isotachophoresis.

Journal: Journal of chromatography. B, Biomedical sciences and applications 20010615

Title: Left-to-right gradient of atrial frequencies during acute atrial fibrillation in the isolated sheep heart.

Journal: Circulation 20010529

Title: Progesterone effect mediated by the voltage-dependent calcium channel and protein kinase C on noncapacitated cryopreserved bovine spermatozoa.

Journal: Andrologia 20010301

Title: Imidazoline compounds protect against interleukin 1beta-induced beta-cell apoptosis.

Journal: Diabetes 20010201

Title: Verapamil block of large-conductance Ca-activated K channels in rat aortic myocytes.

Journal: The Journal of membrane biology 20010115

Title: Distinct effects of mutations in transmembrane segment IVS6 on block of L-type calcium channels by structurally similar phenylalkylamines.

Journal: Molecular pharmacology 19961101

Title: Effects of gallopamil, a Ca2+ channel blocker in models of ventricular arrhythmia in dogs.

Journal: European journal of pharmacology 19930216

Title: Beta-adrenergic agonists stimulate the oxidative pentose phosphate pathway in the rat heart.

Journal: Circulation research 19901201

Title: Involvement of ion channels in the induction of proenkephalin A gene expression by nicotine and cAMP in bovine chromaffin cells.

Journal: The Journal of biological chemistry 19870325

Title: Synthesis and release of luteinizing hormone in vitro by rat anterior pituitary cells: effects of gallopamil hydrochloride (D600) and pimozide.

Journal: Endocrinology 19851001

Title: [Anti-angina effect of gallopamil in comparison with another calcium antagonist and a placebo].

Journal: Zeitschrift fur Kardiologie 19840901

Title: The effect of a calcium antagonist (D600) on isoprenaline-induced myocardial necrosis in the rat.

Journal: British journal of experimental pathology 19790601

Title: Brogden RN, et al. Gallopamil. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in ischaemic heart disease. Drugs. 1994 Jan;47(1):93-115.

Title: Sewing KF, et al. Calcium channel antagonists verapamil and gallopamil are powerful inhibitors of acid secretion in isolated and enriched guinea pig parietal cells. Pharmacology. 1983;27(1):9-14.

Title: Kirchengast M, et al. Reperfusion arrhythmias in closed-chest rats: the effect of myocardial noradrenaline depletion and Ca2(+)-antagonism. Clin Exp Pharmacol Physiol. 1991 Apr;18(4):217-21.

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SDS
Tags:16662-46-7 Molecular Formula|16662-46-7 MDL|16662-46-7 SMILES|16662-46-7 5-((3,4-Dimethoxyphenethyl)(methyl)amino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)pentanenitrile hydrochloride
Catalog No.: AA01DN5M
16662-46-7,MFCD00058000
16662-46-7 | 5-((3,4-Dimethoxyphenethyl)(methyl)amino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)pentanenitrile hydrochloride
Pack Size: 1mg
Purity: 95%
1 week
$94.00 $66.00
Pack Size: 5mg
Purity: 95%
1 week
$134.00 $94.00
Pack Size: 10mg
Purity: 95%
1 week
$163.00 $114.00
Pack Size: 25mg
Purity: 95%
1 week
$221.00 $155.00
Pack Size: 50mg
Purity: 95%
1 week
$278.00 $195.00
Pack Size: 100mg
Purity: 95%
1 week
$397.00 $278.00
Pack Size: 500mg
Purity: 95%
1 week
$890.00 $623.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA01DN5M
Chemical Name: 5-((3,4-Dimethoxyphenethyl)(methyl)amino)-2-isopropyl-2-(3,4,5-trimethoxyphenyl)pentanenitrile hydrochloride
CAS Number: 16662-46-7
Molecular Formula: C28H41ClN2O5
Molecular Weight: 521.0885
MDL Number: MFCD00058000
SMILES: COc1ccc(cc1OC)CCN(CCCC(c1cc(OC)c(c(c1)OC)OC)(C(C)C)C#N)C.Cl
NSC Number: 274966
Properties
Complexity: 639  
Covalently-Bonded Unit Count: 2  
Heavy Atom Count: 36  
Hydrogen Bond Acceptor Count: 7  
Hydrogen Bond Donor Count: 1  
Rotatable Bond Count: 14  
Undefined Atom Stereocenter Count: 1  
Literature fold

Title: Reduction in extracellular Ca2+ attenuates endothelium-dependent relaxation more than nitroprusside-induced relaxation.

Journal: Acta pharmacologica Sinica20100101

Title: Structural model for phenylalkylamine binding to L-type calcium channels.

Journal: The Journal of biological chemistry20091009

Title: Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Journal: Nature chemical biology20091001

Title: Ca2+ pathway involved in the refilling of store sites in rat adrenal medullary cells.

Journal: American journal of physiology. Cell physiology20090401

Title: Effects of phenylalkylamines and benzothiazepines on Ca(v)1.3-mediated Ca2+ currents in neonatal mouse inner hair cells.

Journal: European journal of pharmacology20071114

Title: Endogenous alkaline transients boost postsynaptic NMDA receptor responses in hippocampal CA1 pyramidal neurons.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20070711

Title: Influence of model melanoidins on calcium-dependent transport mechanisms in smooth muscle tissue.

Journal: Molecular nutrition & food research20070401

Title: Persistent (>24h) long-term depression in the dentate gyrus of freely moving rats is not dependent on activation of NMDA receptors, L-type voltage-gated calcium channels or protein synthesis.

Journal: Neuropharmacology20070101

Title: A selective beta2-adrenergic agonist, terbutaline, improves sepsis-induced diaphragmatic dysfunction in the rat.

Journal: Life sciences20060724

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology20060501

Title: Nitric oxide involvement in pancreatic beta cell apoptosis by glibenclamide.

Journal: Nitric oxide : biology and chemistry20060201

Title: Pharmacophoric features and Ca2+ ion holding capacity of verapamil.

Journal: Bioorganic & medicinal chemistry letters20051215

Title: An ionic model for rhythmic activity in small clusters of embryonic chick ventricular cells.

Journal: American journal of physiology. Heart and circulatory physiology20050701

Title: Block of TRPC5 channels by 2-aminoethoxydiphenyl borate: a differential, extracellular and voltage-dependent effect.

Journal: British journal of pharmacology20050601

Title: Insulin stimulates Ca2+ uptake via PKC, cAMP, and p38 MAPK in mouse embryonic stem cells.

Journal: Life sciences20050506

Title: Opposite effects of a single IIIS5 mutation on phenylalkylamine and dihydropyridine interaction with L-type Ca2+ channels.

Journal: The Journal of biological chemistry20041231

Title: Mother rotors and the mechanisms of D600-induced type 2 ventricular fibrillation.

Journal: Circulation20041012

Title: Mechanisms intrinsic to 5-HT2B receptor-induced potentiation of NMDA receptor responses in frog motoneurones.

Journal: British journal of pharmacology20041001

Title: L-type Ca2+ channel antagonists block voltage-dependent Ca2+ channels in identified leech neurons.

Journal: Brain research20040709

Title: Changes in calcium signalling, gravitropism, and statocyte ultrastructure in pea roots induced by calcium channel blockers.

Journal: Journal of gravitational physiology : a journal of the International Society for Gravitational Physiology20040701

Title: Non-cross-bridge calcium-dependent stiffness in frog muscle fibers.

Journal: American journal of physiology. Cell physiology20040601

Title: Multidimensional on-line sample preparation of verapamil and its metabolites by a molecularly imprinted polymer coupled to liquid chromatography-mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences20040305

Title: NMDA receptor-mediated depolarizing after-potentials in the basal dendrites of CA1 pyramidal neurons.

Journal: Neuroscience research20040301

Title: [L-type calcium channels involvement in aortic smooth muscle contraction as revealed by membrane potential and active force dynamics].

Journal: Revista medico-chirurgicala a Societatii de Medici si Naturalisti din Iasi20040101

Title: A tale of two fibrillations.

Journal: Circulation20031111

Title: Role of sarcoplasmic reticulum Ca2+ content in Ca2+ entry of bovine airway smooth muscle cells.

Journal: Naunyn-Schmiedeberg's archives of pharmacology20031001

Title: Characteristics of sperm motility induced on the egg-jelly in the internal fertilization of the newt, Cynops pyrrhogaster.

Journal: Zoological science20030301

Title: Force response to stretches in activated frog muscle fibres at low tension.

Journal: Advances in experimental medicine and biology20030101

Title: Two types of ventricular fibrillation in isolated rabbit hearts: importance of excitability and action potential duration restitution.

Journal: Circulation20021001

Title: A randomized prospective double-blind placebo-controlled study of gallopamil, calcium antagonist of the verapamil type, in stable cyclosporine-treated renal transplant recipients.

Journal: Transplantation proceedings20020801

Title: A large sustained Ca2+ elevation occurs in unstimulated spines during the LTP pairing protocol but does not change synaptic strength.

Journal: Hippocampus20020101

Title: Intracellular and extracellular calcium utilization during hypoxic vasoconstriction of cyclostome aortas.

Journal: American journal of physiology. Regulatory, integrative and comparative physiology20011101

Title: Initial and sustained phases of myogenic response of rat mesenteric small arteries.

Journal: American journal of physiology. Heart and circulatory physiology20011101

Title: On the role of Ca(2+)- and voltage-dependent inactivation in Ca(v)1.2 sensitivity for the phenylalkylamine (-)gallopamil.

Journal: Circulation research20011012

Title: Calcium transients in subcompartments of the leech Retzius neuron as induced by single action potentials.

Journal: Journal of neurobiology20010701

Title: Determination of fendiline and gallopamil by capillary isotachophoresis.

Journal: Journal of chromatography. B, Biomedical sciences and applications20010615

Title: Left-to-right gradient of atrial frequencies during acute atrial fibrillation in the isolated sheep heart.

Journal: Circulation20010529

Title: Progesterone effect mediated by the voltage-dependent calcium channel and protein kinase C on noncapacitated cryopreserved bovine spermatozoa.

Journal: Andrologia20010301

Title: Imidazoline compounds protect against interleukin 1beta-induced beta-cell apoptosis.

Journal: Diabetes20010201

Title: Verapamil block of large-conductance Ca-activated K channels in rat aortic myocytes.

Journal: The Journal of membrane biology20010115

Title: Distinct effects of mutations in transmembrane segment IVS6 on block of L-type calcium channels by structurally similar phenylalkylamines.

Journal: Molecular pharmacology19961101

Title: Effects of gallopamil, a Ca2+ channel blocker in models of ventricular arrhythmia in dogs.

Journal: European journal of pharmacology19930216

Title: Beta-adrenergic agonists stimulate the oxidative pentose phosphate pathway in the rat heart.

Journal: Circulation research19901201

Title: Involvement of ion channels in the induction of proenkephalin A gene expression by nicotine and cAMP in bovine chromaffin cells.

Journal: The Journal of biological chemistry19870325

Title: Synthesis and release of luteinizing hormone in vitro by rat anterior pituitary cells: effects of gallopamil hydrochloride (D600) and pimozide.

Journal: Endocrinology19851001

Title: [Anti-angina effect of gallopamil in comparison with another calcium antagonist and a placebo].

Journal: Zeitschrift fur Kardiologie19840901

Title: The effect of a calcium antagonist (D600) on isoprenaline-induced myocardial necrosis in the rat.

Journal: British journal of experimental pathology19790601

Title: Brogden RN, et al. Gallopamil. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in ischaemic heart disease. Drugs. 1994 Jan;47(1):93-115.

Title: Sewing KF, et al. Calcium channel antagonists verapamil and gallopamil are powerful inhibitors of acid secretion in isolated and enriched guinea pig parietal cells. Pharmacology. 1983;27(1):9-14.

Title: Kirchengast M, et al. Reperfusion arrhythmias in closed-chest rats: the effect of myocardial noradrenaline depletion and Ca2(+)-antagonism. Clin Exp Pharmacol Physiol. 1991 Apr;18(4):217-21.

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